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Issue 1, 2014
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Precursor-directed biosynthesis of micacocidin derivatives with activity against Mycoplasma pneumoniae

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Abstract

Micacocidin is a promising natural product for the treatment of Mycoplasma pneumoniae infections. In the biosynthesis of this antibiotic, a fatty acid-AMP ligase (FAAL) activates the starter unit hexanoic acid as acyl-adenylate and forwards it to an iteratively acting polyketide synthase. Biochemical analysis of the FAAL revealed an extended substrate tolerance, thereby opening the door for the modification of a micacocidin residue that is barely accessible via semisynthesis. A total of six new analogues were generated by precursor-directed biosynthesis in this study and profiled against M. pneumoniae.

Graphical abstract: Precursor-directed biosynthesis of micacocidin derivatives with activity against Mycoplasma pneumoniae

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Supplementary files

Article information


Submitted
09 Sep 2013
Accepted
25 Oct 2013
First published
31 Oct 2013

Org. Biomol. Chem., 2014,12, 113-118
Article type
Paper

Precursor-directed biosynthesis of micacocidin derivatives with activity against Mycoplasma pneumoniae

M. F. Kreutzer, H. Kage, J. Herrmann, J. Pauly, R. Hermenau, R. Müller, D. Hoffmeister and M. Nett, Org. Biomol. Chem., 2014, 12, 113
DOI: 10.1039/C3OB41839A

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